5-Bromo-4-methoxynicotinonitrile

Name: 5-Bromo-4-methoxynicotinonitrile
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CAS No. 1805020-37-4
Cat. No. CS-0514067
Purity≥97%
MDL No.None

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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5-Bromo-4-methoxynicotinonitrile|CS-0514067

Structure of 1805020-37-4

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General Information

CAS No. 1805020-37-4
Cat. No. CS-0514067
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂O
Molecular Weight 213.03
Synonym(s) None
SMILES N#CC1=C(OC)C(Br)=CN=C1

Description

5-Bromo-4-methoxynicotinonitrile features a bromine substituent at the 5-position and a methoxy group at the 4-position on a nicotinonitrile core. This electron-deficient heterocycle integrates readily into cross-coupling reactions, enabling efficient construction of complex pyridine-based architectures in medicinal chemistry and materials science.

Application

5-Bromo-4-methoxynicotinonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromo and nitrile functionalities. The methoxy group enhances solubility and modulates electronic properties, while the nitrile supports downstream transformations such as hydrolysis or amidation. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of heterocyclic scaffolds and functionalized aryl intermediates.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

TPSA 45.91
LogP 1.72438
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Bromo-4-methoxynicotinonitrile

CAS No. 1805020-37-4

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